(2H-1,3-benzodioxol-5-yl)boronic acid → HCID 23445436, compound

HRID 2270708Notes

Reaction equation

HRID 2270708 reaction equation
[CH2:1]1[O:9][C:8]2[CH:7]=[CH:6][C:5](B(O)O)=[CH:4][C:3]=2[O:2]1.Br[C:14]1[CH:18]=[CH:17][S:16][C:15]=1[S:19]([N:22]1[CH:26]=[CH:25][CH:24]=[CH:23]1)(=[O:21])=[O:20]>>[CH2:1]1[O:9][C:8]2[CH:7]=[CH:6][C:5]([C:14]3[CH:18]=[CH:17][S:16][C:15]=3[S:19]([N:22]3[CH:26]=[CH:25][CH:24]=[CH:23]3)(=[O:20])=[O:21])=[CH:4][C:3]=2[O:2]1

Participants

3

Reactant 2

HCID 2734371(2H-1,3-benzodioxol-5-yl)boronic acidHCID 234455281-[(3-Bromo-2-thienyl)sulfonyl]-1H-pyrrole

Product 1

HCID 23445436HCID 23445436, compoundYield 90%

Procedure

N-{[3-(3,4-methylenedioxy)phenyl]thiophene-2-sulfonyl}pyrrole was prepared in the same manner as described in Example 32C using 3,4-methylenedioxyphenylboronic acid and N-(3-bromothiophene-2-sulfonyl)pyrrole. The crude product was purified by flash column chromatography on silica gel using 2% EtOAc in hexane as the eluent resulting in N-{[3-(3,4-methylenedioxy)phenyl]thiophene-2-sulfonyl}-pyrrole in a 90% yield.

Workup

  1. customThe crude product was purified by flash column chromatography on silica gel using 2% EtOAc in hexane as the eluent
  2. customresulting in N-{[3-(3,4-methylenedioxy)phenyl]thiophene-2-sulfonyl}-pyrrole in a 90% yield

Sources & evidence

ORD record
ord-fd54ed66f51f4ea2b487d31e351cd4d2
Source dataset
uspto-grants-2001_12
Patent number
US06331637B1

Reaction notes

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